Hydrochloric Acid → HCID 178423650, compound

HRID 1700569Notes

Reaction equation

HRID 1700569 reaction equation
[CH3:1][C:2]1[S:6][C:5]([CH:7]2[CH2:16][C:15](=O)[C:10]3[C:11](C)=[CH:12][O:13][C:9]=3[CH2:8]2)=[CH:4][CH:3]=1.[C:18]([NH:21][NH2:22])([NH2:20])=[NH:19].[ClH:23].Cl.[CH2:25](O)C>>[ClH:23].[NH:21](/[N:22]=[C:15]1\[CH:16]([CH3:25])[CH:7]([C:5]2[S:6][C:2]([CH3:1])=[CH:3][CH:4]=2)[CH2:8][C:9]2[O:13][CH:12]=[CH:11][C:10]\1=2)[C:18]([NH2:20])=[NH:19]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 183175876-(5-Methyl-2-thienyl)-3-methyl-4,5,6,7-tetrahydrobenzofuran-4-oneHCID 178418668HCID 178418668, compound

Product 1

HCID 178423650HCID 178423650, compound

Conditions

Temperature
90 °C

Procedure

To a mixture of 6-(5-methyl-2-thienyl)-3-methyl-4,5,6,7-tetrahydrobenzofuran-4-one (0.18 g) and aminoguanidine hydrochloride (81 mg) were added ethanol (15 ml) and 6N hydrochloric acid (0.063 ml), and the mixture was stirred at 90° C. for 2 hours and cooled. The reaction solution was concentrated under reduced pressure, and the residue was washed with ethanol, ethyl acetate and isopropylether, and dried to give (E)-4-guanidinoimino-6-(5-methyl-2-thienyl)-5-methyl-4,5,6,7-tetrahydrobenzofuran hydrochloride (Compound 49) (0.18 g).

Workup

  1. temperaturecooled
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. washthe residue was washed with ethanol, ethyl acetate and isopropylether
  4. customdried

Sources & evidence

ORD record
ord-b727f9491dd44d479cc28fa73c74fc5a
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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